Water → HCID 19602493, compound

HRID 1604252Notes

Reaction equation

HRID 1604252 reaction equation
Cl[CH2:2][C:3]([NH:5][CH2:6][CH:7]1[O:13][CH:12]2[N:9]([C:10](=[O:14])[CH2:11]2)[CH2:8]1)=[O:4].[CH:15]([O-:17])=[O:16].[Na+].O>CS(C)=O>[CH:15]([O:17][CH2:2][C:3]([NH:5][CH2:6][CH:7]1[O:13][CH:12]2[N:9]([C:10](=[O:14])[CH2:11]2)[CH2:8]1)=[O:4])=[O:16]

Participants

5

Reactant 3

HCID 962WaterHCID 2723810Sodium FormateHCID 19602469HCID 19602469, compound

Product 1

HCID 19602493HCID 19602493, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of (3RS,5RS)-3-(N-Chloroacetylaminomethyl)-4-oxa-1-azabicyclo[3.2.0]heptan-7-one(260 mg), Sodium formate(97 mg) in Dimethyl sulfoxide(5 ml) was stirred at room temperature for 15 hrs, then 70° C. for 3days. The reaction mixture was poured into water, extracted with Chloroform and dried over Magnesium sulfate. The residue which obtained after removal of solvent in vacuo, was purified by flash chromatography (Ethyl acetate). The title compound was obtained as oil.

Workup

  1. wait70° C. for 3days
  2. extractionextracted with Chloroform
  3. dry with materialdried over Magnesium sulfate
  4. customThe residue which obtained
  5. customafter removal of solvent in vacuo
  6. customwas purified by flash chromatography (Ethyl acetate)

Sources & evidence

ORD record
ord-e6822f89541f48ae9a1b8e9d71a97f79
Source dataset
uspto-grants-1999_11
Patent number
US05994342

Reaction notes

Loading…